Deals on vacations and trips to Windham

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Windham flight + hotel vacation packages

Fairmont Copley Plaza, Boston
Raffles Boston
Encore Boston Harbor
The Colonnade Hotel Back Bay
The Dagny Boston
Prices and availability subject to change. Additional terms may apply.

Top Windham hotels deals

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Frequently asked questions

How much are vacation packages to Windham?
$482 is all you’ll need for a wonderful break in Windham. Bundle your flights and hotel into a Travelocity vacation package and watch the savings start to pile up. With prices as good as these, there’s never been a better time to travel.
Where can I get the best vacation package deals for Windham?
For an excellent Windham package deal, turn to Travelocity. Take your pick of 400 airlines and 1,000,000 properties across the globe to create your ultimate escape — you’re spoiled for choice!
Why should I purchase my Windham vacation package via Travelocity?
We take the hassle out of travel planning. Whether you’re searching for a new destination to wander around or want to make sure you get the best deal around, we’ve got your back. Our 24/7 support, quality service and Price Match Guarantee mean you can confidently book with Travelocity.
Can I save money on my Windham car rental if I bundle it with my hotel or flight?
You certainly can — bundle your hotel, flight and car into a Windham vacation package and you’ll save a tidy sum. With so many things to do in the Windham area, that rental vehicle will make exploring a joy. Once you’ve slid into the driver’s seat, hit the wide open road and make your way to Fenway Park, a must-see attraction roughly 35 mi from Windham.
What is the best time of year to go to Windham?
You’ll be able to sidestep the crowds and save some cash in October, November and December, the quietest period to visit. High season months of May, June and July are hectic and more expensive, but more will be happening around Windham. Organize a hotel in and enjoy more bang for your buck. Room rates tend to be highest in .
Which airport is best for Windham?
Logan Intl. Airport (BOS), 35 mi southeast of the city center, is where many visitors begin their Windham adventures. That said, Manchester-Boston Regional Airport (MHT) (11 mi away from central Windham) could be a better option for you.
What is there to do in Windham?
You’ll notice a certain magic in the air as you stroll the streets of Windham. Windham Country Club and Windham Town Beach are just two famous sights that make this city so special, so add them to your travel itinerary.
Where should I stay when visiting Windham?
The The Ponderosa Cottage At Cobbetts Pond is recommended by many travelers. Book now to avoid missing out.